Monumental city squares, cobblestone streets and classic cars from the ’40s and ’50s tell part of the story of Cuba, one of the Western Hemisphere’s most intriguing nations. Learn much more about it on three eight-night, people-to-people cultural tours planned this fall and winter by Cultural Journeys.

The trips will take travelers to the capital, Havana, plus colonial cities, sleepy fishing villages and tobacco fields, focusing on the people, art, music, architecture and history of the Caribbean island.

Art historian Mary Drobny, who has led trips to Cuba for the last 14 years, will lead the tours. One trip will spend New Year’s Eve in Havana, and others will explore both Havana and regions outside the city that have changed little since the Spanish colonial era.

Dates: Oct. 23, Dec. 28 (celebrating New Year’s Eve) and Jan. 6.

Price: From $3,475 per person, double occupancy; single supplement $500. Includes local and U.S. guides, accommodations, most meals, ground transportation, entrance fees and other extras. Round-trip international airfare from Miami to Havana is included; domestic airfare to and from Miami is not.